BRAD WOMACK

Watch the clipAfter waiting an entire season to see his pick, fans were furious when Brad Womack became the first and only Bachelor in history to say goodbye to both finalists, Jenni Croft and DeAnna Pappas, in the season 11 finale. Both women left heartbroken. Womack got his second chance on season 15, when he returned to the show after going through "intensive therapy" to cure his fear of commitment. He did pick someone, Emily Maynard, but their relationship didn't last.